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Oxalureate (M2MDB001027)

Record Information
Version2.0
Creation Date2012-05-31 14:31:48 -0600
Update Date2015-06-03 17:19:28 -0600
Secondary Accession Numbers
  • ECMDB20181
Identification
Name:Oxalureate
DescriptionOxalureate is a member of the chemical class known as Isoureas. These are organic compounds containing the isourea group, with the general structure RN(R')C(=NR'')OR''', or its hydrocarbyl derivatives (R,R',R'',R'''=H, alkyl, aryl).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
  • ((aminocarbonyl)amino)oxo-Acetate
  • ((aminocarbonyl)amino)oxo-Acetic acid
  • Carbamoylamino(oxo)acetate
  • Carbamoylamino(oxo)acetic acid
  • Carbamoyloxamate
  • Carbamoyloxamic acid
  • Carbamyl oxamate
  • Carbamyl oxamic acid
  • Monooxalylurea
  • Onooxalylurea
  • OXAL
  • Oxalate
  • Oxalic acid
  • Oxalurate
  • Oxalureate
  • Oxalureic acid
  • Oxaluric acid
  • Ureido(oxo)acetate
  • Ureido(oxo)acetic acid
  • [(aminocarbonyl)amino]oxo-Acetate
  • [(aminocarbonyl)amino]oxo-Acetic acid
Chemical Formula:C3H4N2O4
Weight:Average: 132.0749
Monoisotopic: 132.017106626
InChI Key:UWBHMRBRLOJJAA-UHFFFAOYSA-N
InChI:InChI=1S/C3H4N2O4/c4-3(9)5-1(6)2(7)8/h(H,7,8)(H3,4,5,6,9)
CAS number:585-05-7
IUPAC Name:2-hydroxy-2-[(C-hydroxycarbonimidoyl)imino]acetic acid
Traditional IUPAC Name:oxalureate
SMILES:OC(=N)N=C(O)C(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-carbamoyl-alpha amino acids
Alternative Parents
Substituents
  • N-carbamoyl-alpha-amino acid
  • N-acyl urea
  • Ureide
  • Dicarboximide
  • Urea
  • Carbonic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-2
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility1.71 g/LALOGPS
logP-0.95ALOGPS
logP-0.83ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)2.67ChemAxon
pKa (Strongest Basic)2.25ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area113.97 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.96 m³·mol⁻¹ChemAxon
Polarizability10.18 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
NAD + (S)-Ureidoglycolic acid <> Hydrogen ion + NADH + Oxalureate
(S)-Ureidoglycolic acid + NADP <> Oxalureate + NADPH + Hydrogen ion
Oxamate + Carbamoylphosphate < Phosphate + Oxalureate
NAD(P)<sup>+</sup> + (S)-Ureidoglycolic acid > NAD(P)H + Oxalureate + Hydrogen ion
(S)-Ureidoglycolic acid + NAD(P)(+) > Oxalureate + NAD(P)H
(S)-Ureidoglycolic acid + NAD + NADP <> Oxalureate + NADH + NADPH + Hydrogen ion
(S)-Ureidoglycolic acid + NAD > Hydrogen ion + NADH + Oxalureate
SMPDB Pathways:
allantoin degradation (anaerobic)PW002050 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:
  • allantoin degradation IV (anaerobic) PWY0-41
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001l-6900000000-89b582944cfa9e667b3eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9200000000-79e0dd9893858427f593View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-f8ad208f216969821a11View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0016-9200000000-0d17e2737fb242f68e5dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9100000000-2977dfd713e2fe23805fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-359df73a651849f4c789View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000x-9600000000-2b45bd093a0b05976381View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-3ad51a133db8e28f97c6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-ed34202536dafd502fa1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000f-9000000000-f42c28ea78c3f31ed79dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-fe12a3892eeab52d5665View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-70ff4ec4b719b2aa2329View in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID16582
HMDB IDHMDB0303019
Pubchem Compound ID456
Kegg IDC00802
ChemSpider ID443
Wikipedia IDNot Available
BioCyc IDCPD-389
EcoCyc IDCPD-389

Enzymes

Protein Details
1. Ureidoglycolate dehydrogenase
General function:
Involved in oxidoreductase activity
Specific function:
Involved in the anaerobic utilization of allantoin
Gene Name:
allD
Uniprot ID:
P77555
Molecular weight:
37967
Reactions
(S)-ureidoglycolate + NAD(P)(+) = oxalureate + NAD(P)H.